COMPUTATIONAL INSIGHTS INTO THE ESTERIFICATION OF LAURIC ACID (C12) WITH α-BISABOLOL OVER CeO2 AS A HETEROGENEOUS CATALYST

Autores/as

DOI:

https://doi.org/10.61164/jzjcha21

Palabras clave:

Esterification, Heterogeneous catalysis, Lauric acid (C12), α-bisabolol alcohol, Computational chemistry

Resumen

In this work, we conducted a theoretical investigation of the esterification of lauric acid (C12) with the natural unsaturated alcohol (-)-α-bisabolol, considering both uncatalyzed and CeO2-catalyzed pathways. Molecular structures were optimized using a combination of semi-empirical methods and Density Functional Theory (DFT), enabling the calculation of key parameters such as dipole moments, electrostatic potential maps, infrared spectra, and frontier molecular orbitals (HOMO and LUMO). For the uncatalyzed reactions, we evaluated thermodynamic descriptors, including enthalpy (∆H⁰), Gibbs free energy (∆G⁰), and entropy (∆S⁰), to gain mechanistic insights. Reaction pathways were further explored through a hybrid QM/MM strategy combined with Molecular Dynamics (MD) simulations. The esterification of lauric acid with (-)-α-bisabolol proceeds via an SN2-type mechanism. The findings indicate that, in the absence of a catalyst, the reaction is not spontaneous; however, the use of CeO2 as a heterogeneous catalyst significantly enhances the spontaneity, favoring the formation of (-)-α-bisabolol laurate.

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Biografía del autor/a

  • Wellington da Conceição Lobato do Nascimento, Federal University of Maranhão - UFMA

    PhD student in Chemistry 

  • Alberto Monteiro dos Santos, Brandeis University

    Departament of Chemistry 

  • Natanael de Sousa Sousa, Federal University of Maranhão – UFMA

    PhD in Chemistry 

  • Carlos Alberto Lira Júnior, Federal University of Maranhão – UFMA

    PhD in Biotechnology 

  • Jerônimo Lameira Silva, Federal University of Pará – UFPA

    Institute of Biological Sciences 

  • Adeilton Pereira Maciel, Federal University of Rio Grande of Norte – UFRN

    Department of Chemistry 

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Publicado

2025-11-19

Número

Vol. 20 Núm. 2 (2025): REMUNOM - ISSN 2178-6925

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Artigos

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Derechos de autor 2025 Wellington da Conceicao Lobato do Nascimento, Alberto Monteiro dos Santos, Natanael de Sousa Sousa, Carlos Alberto Lira Júnior, Jerônimo Lameira Silva, Adeilton Pereira Maciel

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Cómo citar

COMPUTATIONAL INSIGHTS INTO THE ESTERIFICATION OF LAURIC ACID (C12) WITH α-BISABOLOL OVER CeO2 AS A HETEROGENEOUS CATALYST. (2025). REMUNOM, 20(2), 1-21. https://doi.org/10.61164/jzjcha21